Director of Data & AI, Homebase

• 10+ years in data and/or AI/ML, with at least 5 years leading teams of 8+ across data engineering, data science, or applied AI
• Director-level leadership experience. You've managed managers, built orgs, and driven technical strategy at a company with real scale
• Deep technical fluency across the modern data stack (warehousing, orchestration, transformation, BI) and applied ML/AI (production ML systems, LLMs, experimentation platforms)
• Strong product instincts. You connect data and AI work to customer outcomes and business metrics, not just technical milestones
• AI-first mindset. You actively use AI to improve your own workflows and have led teams that ship AI-powered products. You stay current on frontier developments (LLMs, agentic systems, multimodal AI)
• Excellent communication. You translate complex technical concepts for non-technical stakeholders and build trust across the org
• Experience with modern data platforms such as Databricks, Snowflake, or similar. Familiarity with Unity Catalog, Airflow, dbt, and ML platforms (MLflow, Baseten, or equivalent) is a strong plus
• Hybrid commitment. You're based in or willing to relocate to the Toronto area and are energized by in-person collaboration Tues/Weds at our Toronto hub
• Even if you don’t meet 100% of the qualifications, we encourage you to apply!

Desirable

• We’re looking for a Director, Data & AI to lead our Data Engineering, Data & ML Platform, Data Science, and Applied AI teams. You'll own the strategy, execution, and people leadership for a 20+ person org that powers everything from our data platform and analytics infrastructure to production ML models and AI-powered product experiences
• This is a high-impact leadership role at the intersection of data and AI. You'll set the technical vision for how Homebase uses data as a product—trustworthy, consistent, and accessible—while driving applied AI initiatives that directly shape customer outcomes. You'll partner closely with Product, Engineering, and GTM leadership to ensure data and AI capabilities accelerate Homebase's growth strategy
• Own the Data & AI strategy. Define and execute the technical roadmap across data engineering, data platform, data science, and applied AI. Align priorities to Homebase's product and business goals
• Lead and grow a 20+ person org. Manage managers and senior ICs across four sub-teams. Recruit, develop, and retain top talent. Build a culture of velocity, ownership, and craft excellence
• Drive data platform and infrastructure. Own the reliability, scalability, and governance of Homebase's data stack (Databricks, Unity Catalog, Airflow, dbt). Ensure data is a trusted, self-serve asset across the company
• Accelerate applied AI and ML in product. Partner with Product and Engineering to ship AI-powered features—from LLM-based assistants to recommendation systems and intelligent automation. Own the MLOps lifecycle from experimentation to production
• Drive data science rigor. Build experimentation frameworks, guardrail metrics, and evaluation pipelines that drive confident product decisions. Ensure models are reliable, fair, and cost-effective
• Champion AI fluency org-wide. Coach your leaders to enable their teams with AI tools and workflows. Drive adoption of AI-assisted development practices (agentic coding, AI-augmented analytics). Measure and share impact
• Set governance and standards. Define org-wide standards for data quality, model monitoring, data contracts, and responsible AI use. Be the authority on data architecture and AI governance
• Partner cross-functionally. Work with Product, Growth, GTM, Finance, and CX to understand their data and AI needs. Enable a hub-and-spoke model where your team empowers the entire org to work with data effectively

• Meet the Talent Acquisition team. Mavel W
• Meet the Hiring Manager, Andrea C
• Meet with Engineering Leadership
• Participate in a Technical Deep Dive
• Meet Cross-functional Partners
• Meet with the Chief Development Officer, Ankit B
• Background Check + Offer Stage
• Welcome to the team, Homie